Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Witness the sunset over the Caribbean Sea on a private evening cruise, perfect for a romantic outing or a gathering with family and friends. Savor …More

Rodney Bay, St Lucia

5.0 (9)

Private Sunset Cruise in St. Lucia

Witness the sunset over the Caribbean Sea on a private evening cruise, perfect for a romantic outing or a gathering with family and friends. Savor...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (9)

from
$80

Private Swim With Pigs and Snorkeling in Paradise Tour

A scenic boat ride on turquoise Bahamian seas takes you on this unbeatable excursion where you get to splash, swim and feed pigs in paradise, …More

5.0 (9)

Private Swim With Pigs and Snorkeling in Paradise Tour

A scenic boat ride on turquoise Bahamian seas takes you on this unbeatable excursion where you get to splash, swim and feed pigs in paradise,...

4 hours Free Cancellation

5.0 (9)

from
$850

Spend the day exploring some of Jamaica's beautiful scenery on this sightseeing adventure tour from Falmouth . Visit Blue Hole in St. Ann , where …More

Runaway Bay, Jamaica

5.0 (9)

Blue Hole Secret Falls from Falmouth

Spend the day exploring some of Jamaica's beautiful scenery on this sightseeing adventure tour from Falmouth . Visit Blue Hole in St. Ann , where...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$77

Your adventure begins with sightseeing along Harbourside Atlantis. View sharks and celebrity homes before we head off to Pearl Island for snorkeling by the coral …More

5.0 (9)

Sjay’s Adventures

Your adventure begins with sightseeing along Harbourside Atlantis. View sharks and celebrity homes before we head off to Pearl Island for snorkeling by the coral...

4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$600

The new Jet Car is a fun and exciting experience you have the opportunity to drive a car on the ocean topping speed from 60 …More

Montego Bay, Jamaica

4.9 (9)

New Jet Car Activity In Montego Bay Jamaica

The new Jet Car is a fun and exciting experience you have the opportunity to drive a car on the ocean topping speed from 60...

1 hour Hotel pickup offered Free Cancellation

4.9 (9)

from
$190

Bob Marley NineMile Home Tour from Montego Bay Area & Cruise Port

There’s no better way to enjoy such a great tour and transportation like with our professional experience drivers that not only perform driving duties but …More

Montego Bay, Jamaica

5.0 (9)

Bob Marley NineMile Home Tour from Montego Bay Area & Cruise Port

There’s no better way to enjoy such a great tour and transportation like with our professional experience drivers that not only perform driving duties but...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$120

Rafting & Limestone Massage from Montego Bay Area & Cruise Port

Experience this amazing Bamboo Raft adventure on one of the most breathtaking valleys in Jamaica. Get on board a handcrafted 30ft bamboo raft at the …More

Montego Bay, Jamaica

5.0 (9)

Rafting & Limestone Massage from Montego Bay Area & Cruise Port

Experience this amazing Bamboo Raft adventure on one of the most breathtaking valleys in Jamaica. Get on board a handcrafted 30ft bamboo raft at the...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$132

There are seven waterfalls, several which cascade into natural pools. Some areas are fairly rocky and river shoes are recommended. Lifeguards on site, indicate which …More

Black River, Jamaica

4.9 (9)

South Coast Jamaica YS Falls Tour

There are seven waterfalls, several which cascade into natural pools. Some areas are fairly rocky and river shoes are recommended. Lifeguards on site, indicate which...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$51

Bush Hiking, explore Wild Plants & Fresh Fruits in Montego Bay

Do not miss the opportunity to adventure off into the only hiking tour available in Montego Bay. Journey into the bushes of St. James Parish …More

Montego Bay, Jamaica

5.0 (9)

Bush Hiking, explore Wild Plants & Fresh Fruits in Montego Bay

Do not miss the opportunity to adventure off into the only hiking tour available in Montego Bay. Journey into the bushes of St. James Parish...

2 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$145

It's an unforgettable experience especially for people who love animals. They'll iterate with these playful and curious squirrel monkeys that climb on your legs and …More

Cabarete, Dominican Republic

5.0 (9)

Monkey Home & Puerto Plata City Tour

It's an unforgettable experience especially for people who love animals. They'll iterate with these playful and curious squirrel monkeys that climb on your legs and...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$129

Private Full Day Cruise Tour in Rose Island with Snorkeling

Take a trip out on the clear blue Bahamian seas and enjoy our most popular excursion. Cruise to one of our favorite spots for snorkeling …More

5.0 (9)

Private Full Day Cruise Tour in Rose Island with Snorkeling

Take a trip out on the clear blue Bahamian seas and enjoy our most popular excursion. Cruise to one of our favorite spots for snorkeling...

6 hours Free Cancellation

5.0 (9)

from
$1,150

Dunn's River Falls, River Tubing, and Horseback Riding With Transportation

Enjoy a Half Fun-Day of Chilling on Jamaica world Famous falls (Dunn's River Falls) Horseback riding, and jungle river tubing on the famous white river …More

Lucea, Jamaica

5.0 (9)

Dunn's River Falls, River Tubing, and Horseback Riding With Transportation

Enjoy a Half Fun-Day of Chilling on Jamaica world Famous falls (Dunn's River Falls) Horseback riding, and jungle river tubing on the famous white river...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$260

Full-Day Private Tour to Tinajas Waterfalls in El Yunque

El Yunque is one of the most visited Rain Forest in the world. You must visit this gorgeous rain forest while visiting Puerto Rico. Come …More

Fajardo, Puerto Rico

5.0 (9)

Full-Day Private Tour to Tinajas Waterfalls in El Yunque

El Yunque is one of the most visited Rain Forest in the world. You must visit this gorgeous rain forest while visiting Puerto Rico. Come...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$700

Blue hole water falls and sightseeing tour from Ocho rios

The blue hole waterfalls is one of the most beautiful, natural, untouched falls in Jamaica and for visitors who wants to visit the best waterfalls …More

Ocho Rios, Jamaica

5.0 (9)

Blue hole water falls and sightseeing tour from Ocho rios

The blue hole waterfalls is one of the most beautiful, natural, untouched falls in Jamaica and for visitors who wants to visit the best waterfalls...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$77

Appleton Estate, Ys Falls and Black River Safari Private Tour

From handcrafted rum and sugarcane juice to waterfalls and wild crocodiles, experience the treasures of Jamaica’s south coast all in one day on a private …More

Montego Bay, Jamaica

4.8 (9)

Appleton Estate, Ys Falls and Black River Safari Private Tour

From handcrafted rum and sugarcane juice to waterfalls and wild crocodiles, experience the treasures of Jamaica’s south coast all in one day on a private...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$166

Blue Hole and Martha Brae Full-Day Tour from Montego Bay

Your tour begins directly from your hotel. Travel in air-conditioned comfort on this 2-hour journey into the hills of Ocho Rios. En route, your knowledgeable …More

Montego Bay, Jamaica

4.9 (9)

Blue Hole and Martha Brae Full-Day Tour from Montego Bay

Your tour begins directly from your hotel. Travel in air-conditioned comfort on this 2-hour journey into the hills of Ocho Rios. En route, your knowledgeable...

7 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$195

The fascinating Dark View Falls tour runs along the West coast of St. Vincent and the Grenadines to the foothills of La Soufriere Volcano. Scenic …More

Kingstown, St Vincent and the Grenadines

4.8 (9)

Dark View Falls Tour and Beach

The fascinating Dark View Falls tour runs along the West coast of St. Vincent and the Grenadines to the foothills of La Soufriere Volcano. Scenic...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$60

[PRIVATE] YS Falls from Negril - Entrance fees + Lunch Included

Experience the wonders of YS Falls on a private tour. This 120-foot waterfall cascades over seven levels, offering breathtaking views. Try the exhilarating canopy zipline …More

Negril, Jamaica

4.9 (9)

[PRIVATE] YS Falls from Negril - Entrance fees + Lunch Included

Experience the wonders of YS Falls on a private tour. This 120-foot waterfall cascades over seven levels, offering breathtaking views. Try the exhilarating canopy zipline...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$197

Montego Bay Highlights From Montego Bay Hotels

Your adventure includes a City Tour of Montego Bay where we will drive through the bustling downtown area. This tour will take you to an …More

Montego Bay, Jamaica

5.0 (9)

Montego Bay Highlights From Montego Bay Hotels

Your adventure includes a City Tour of Montego Bay where we will drive through the bustling downtown area. This tour will take you to an...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$60

You will enjoy BEST Puerto Rico bars with a local. I know the best spots in Puerto Rico Monday to Monday. Great Cocktail drinks, beers …More

5.0 (9)

Old San Juan - Bar Hopping Private Tour

You will enjoy BEST Puerto Rico bars with a local. I know the best spots in Puerto Rico Monday to Monday. Great Cocktail drinks, beers...

2 to 3 hours

5.0 (9)

from
$145

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Private Sightseeing Tours?

What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?